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Upper Winchendon Holiday Rentals

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Our top choices for Upper Winchendon holiday rentals

1. Tring Grange Cottage - Sleeps 2 - Onsite Parking

Tring Grange Cottage - Sleeps 2 - Onsite Parking
3.0 star property
Tring
10.0 out of 10, Exceptional, (2 reviews)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
The price is NZ$410
includes taxes & fees
29 Nov - 30 Nov
Tring Grange Cottage - Sleeps 2 - Onsite Parking

2. Escapade Silverstone

Escapade Silverstone
3.0 star property
Towcester
9.6 out of 10, Exceptional, (196 reviews)
"Really good experience it was a nice stay"
United Kingdom
Onika Suzie
The price is NZ$354
includes taxes & fees
19 Nov - 20 Nov
Escapade Silverstone

3. Grace`s Guesthouse Room 3

Grace`s Guesthouse Room 3
Tring
The price is NZ$214
includes taxes & fees
8 Nov - 9 Nov
Grace`s Guesthouse Room 3

4. Bicester Court Lodge The Lodge Room | Bicester Holiday Let | 1 Bed & Sleeps 2

Bicester Court Lodge The Lodge Room | Bicester Holiday Let | 1 Bed & Sleeps 2
Bicester
Bicester Court Lodge The Lodge Room | Bicester Holiday Let | 1 Bed & Sleeps 2

5. Comfortable 4-bedroom home / park view / pet friendly / close to the hospital

Comfortable 4-bedroom home / park view / pet friendly / close to the hospital
Aylesbury
10.0 out of 10, Exceptional, (5 reviews)
"Lovely property near to many local amenities, better suited to a family with children rather than 6 full size adults, not because it’s small but just the logistics of seating/lounging/eating. Great garden and outdoor space, loads of hot water for everyone! "
United States
Guy C.
The price is NZ$548
includes taxes & fees
9 Nov - 10 Nov
Comfortable 4-bedroom home / park view / pet friendly / close to the hospital

6. High Wycombe Apartments

High Wycombe Apartments
2.0 star property
High Wycombe
The price is NZ$252
includes taxes & fees
3 Nov - 4 Nov
High Wycombe Apartments

7. Cozy Detached Studio Retreat with Kitchen & Bath

Cozy Detached Studio Retreat with Kitchen & Bath
Bletchley
10.0 out of 10, Exceptional, (2 reviews)
"Sudip is a great host and the apartment was perfect for our weeklong visit. Walking distance to the Bletchley Railway station, to the entrances of Bletchley Park and the National Museum of Computing, as well as to all of the shops and food on Queensway. Didn't have to bother with a car the whole week."
United States
Rob S.
The price is NZ$209
includes taxes & fees
8 Nov - 9 Nov
Cozy Detached Studio Retreat with Kitchen & Bath

8. Yew Tree Farm

Yew Tree Farm
3.0 star property
Aylesbury
10.0 out of 10, Exceptional, (1 review)
"Super beautiful and spacious home more than suitable for a large family gathering. Beautiful surroundings and great facilities. Lovely bedrooms, plenty of space to sit and relax. Felt our stay was above and beyond. "
United Kingdom
Yarri
The price is NZ$7,370
includes taxes & fees
5 Nov - 6 Nov
Yew Tree Farm

9. Flat A Rose Hill

Flat A Rose Hill
2.0 star property
Rose Hill
The price is NZ$338
includes taxes & fees
3 Nov - 4 Nov
Flat A Rose Hill

10. Noa Residence

Noa Residence
3.5 star property
North Oxford
7.0 out of 10, Good, (39 reviews)
"It was good"
United Kingdom
Elham
The price is NZ$422
includes taxes & fees
8 Nov - 9 Nov
Noa Residence

11. Aylesbury - Sleeps 6 - Parking - Central Location

Aylesbury - Sleeps 6 - Parking - Central Location
3.0 star property
Aylesbury
The price is NZ$375
includes taxes & fees
2 Dec - 3 Dec
Aylesbury - Sleeps 6 - Parking - Central Location

12. The Red Barn

The Red Barn
3.0 star property
Abingdon
8.0 out of 10, Very good, (48 reviews)
"This property is set in a charming Oxfordshire village and made a lovely place for our overnight stopover. We would return if we are in the area again."
United Kingdom
Ian
The price is NZ$214
includes taxes & fees
4 Nov - 5 Nov
The Red Barn

13. Rana Court

Rana Court
4.0 star property
Cowley
8.6 out of 10, Excellent, (30 reviews)
"The property was really good. Clean, tidy and well presented. My only issue was that the radiators were not as warm despite being on the highest setting. The bedroom especially was very cold. Another negative is upto now I have not received my deposit back. Surely you should have a system that works for returning deposits back. People are so busy spmetimes one will forget to check that the deposit has been returned back"
United Kingdom
Nyengeterai
The price is NZ$652
includes taxes & fees
13 Nov - 14 Nov
Rana Court

14. Newly refurbished 2-bedroom flat + Free Parking

Newly refurbished 2-bedroom flat + Free Parking
New Marston
10.0 out of 10, Exceptional, (6 reviews)
"Great location to walk into central Oxford "
United Kingdom
Eleanor Jane
The price is NZ$547
includes taxes & fees
3 Nov - 4 Nov
Newly refurbished 2-bedroom flat + Free Parking

15. Grace`s Guesthouse Room 5

Grace`s Guesthouse Room 5
Tring
10.0 out of 10, Exceptional, (1 review)
"This ws a one night stay for business. The property is undergoing renovation currently (sept 25), but my bedroom was extremely lovely. Very spacious, immaculate bathroom - I felt like I was the first person to stay on the room since it has been renovated!Very reasonable, comfortable, lovely bed. In such a great area too, lots of cute cafes, independent restaurants. Tring is so lovely too. I would definitely stay here again. "
United Kingdom
Victoria H.
The price is NZ$197
includes taxes & fees
29 Nov - 30 Nov
Grace`s Guesthouse Room 5

16. Spacious Own Home | Parking + Private Jacuzzi

Spacious Own Home | Parking + Private Jacuzzi
Garsington
The price is NZ$551
includes taxes & fees
3 Nov - 4 Nov
Spacious Own Home | Parking + Private Jacuzzi

17. Grace`s Guesthouse Room 2

Grace`s Guesthouse Room 2
Tring
10.0 out of 10, Exceptional, (4 reviews)
"Brilliant stay"
United Kingdom
Charlotte E.
The price is NZ$263
includes taxes & fees
8 Nov - 9 Nov
Grace`s Guesthouse Room 2

18. Number 3 The Barn House

Number 3 The Barn House
3.0 star property
Aylesbury
10.0 out of 10, Exceptional, (1 review)
The price is NZ$2,264
includes taxes & fees
9 Nov - 10 Nov
Number 3 The Barn House

19. 1 bedroom accommodation in Great Missenden

1 bedroom accommodation in Great Missenden
Great Missenden
10.0 out of 10, Exceptional, (5 reviews)
"Perfect location and accommodation - with lovely ‘touches’ left by the host. One of the best places we’ve ever stayed at. Very ‘high end’ finishes and appliances.Host was very friendly and went out of her way to make sure we had everything we needed.Happy to highly recommended."
United Kingdom
David H.
The price is NZ$721
includes taxes & fees
28 Nov - 29 Nov
1 bedroom accommodation in Great Missenden

20. Cosy 3 bedroom home located in Oxford

Cosy 3 bedroom home located in Oxford
Headington
10.0 out of 10, Exceptional, (1 review)
"The best in everything."
United States
crystal
The price is NZ$427
includes taxes & fees
8 Nov - 9 Nov
Cosy 3 bedroom home located in Oxford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Upper Winchendon Hotel Reviews

Find out more about Upper Winchendon

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Upper Winchendon holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Upper Winchendon. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Upper Winchendon. Seeing all the best attractions is bound to make you fall in love with Upper Winchendon. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Upper Winchendon short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Upper Winchendon?

Yes, there are holiday rentals close to the most popular sights in Upper Winchendon, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Upper Winchendon has to offer?

Lovely Two Bedroom Home: This holiday home rental outside of Upper Winchendon has laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

What can I see and do in Upper Winchendon?

Explore the area and family-friendly sights such as Planet Ice, or get out into nature at a spot like Chiltern Hills. Waddesdon Manor and Aylesbury Waterside Theatre are a couple of places you'll find in the wider area.

What are holiday rentals like in Upper Winchendon?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Upper Winchendon. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.